Pd(OAc) 2/o-chloranil/M(OTf) n: A catalyst for the direct C-H arylation of polycyclic aromatic hydrocarbons with boryl-, silyl-, and unfunctionalized arenes

Katsuaki Kawasumi; Kenji Mochida; Tomonori Kajino; Yasutomo Segawa; Kenichiro Itami

doi:10.1021/ol203235w

Pd(OAc) ₂/o-chloranil/M(OTf) _n: A catalyst for the direct C-H arylation of polycyclic aromatic hydrocarbons with boryl-, silyl-, and unfunctionalized arenes

Katsuaki Kawasumi, Kenji Mochida, Tomonori Kajino, Yasutomo Segawa, Kenichiro Itami

Research Core for Interdisciplinary Sciences

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51 Citations (Scopus)

Abstract

Pd(OAc) ₂/o-chloranil/M(OTf) _n can effectively promote the C-H arylation of fluoranthene with arylboron compounds or arylsilanes. The reaction takes place with high regioselectivity at the C3 position of fluoranthene. Moreover, the new catalytic system allows the use of unfunctionalized arenes as coupling partners in the arylation of polycyclic aromatic hydrocarbons.

Original language	English
Pages (from-to)	418-421
Number of pages	4
Journal	Organic Letters
Volume	14
Issue number	1
DOIs	https://doi.org/10.1021/ol203235w
Publication status	Published - Jan 6 2012

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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AU - Kawasumi, Katsuaki

AU - Mochida, Kenji

AU - Kajino, Tomonori

AU - Segawa, Yasutomo

AU - Itami, Kenichiro

PY - 2012/1/6

Y1 - 2012/1/6

N2 - Pd(OAc) 2/o-chloranil/M(OTf) n can effectively promote the C-H arylation of fluoranthene with arylboron compounds or arylsilanes. The reaction takes place with high regioselectivity at the C3 position of fluoranthene. Moreover, the new catalytic system allows the use of unfunctionalized arenes as coupling partners in the arylation of polycyclic aromatic hydrocarbons.

AB - Pd(OAc) 2/o-chloranil/M(OTf) n can effectively promote the C-H arylation of fluoranthene with arylboron compounds or arylsilanes. The reaction takes place with high regioselectivity at the C3 position of fluoranthene. Moreover, the new catalytic system allows the use of unfunctionalized arenes as coupling partners in the arylation of polycyclic aromatic hydrocarbons.

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Pd(OAc) ₂/o-chloranil/M(OTf) _n: A catalyst for the direct C-H arylation of polycyclic aromatic hydrocarbons with boryl-, silyl-, and unfunctionalized arenes

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